1,4-Anthraquinone → 2-Benzylthionaphthacene-5,12-dione

HRID 1084469

反応式

HRID 1084469 の反応式
[CH2:1]([S:8][C:9]1[CH:14]=[CH:13]O[C:11](=O)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1(=[O:31])[C:29]2[C:20](=[CH:21][C:22]3[C:27]([CH:28]=2)=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:19](=[O:30])[CH:18]=C1>C1C(Cl)=CC=C(Cl)C=1.O=[Mn]=O>[CH2:1]([S:8][C:9]1[CH:14]=[CH:13][C:18]2[C:19](=[O:30])[C:20]3[C:29](=[CH:28][C:27]4[C:22]([CH:21]=3)=[CH:23][CH:24]=[CH:25][CH:26]=4)[C:16](=[O:31])[C:11]=2[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 694571,4-AnthraquinoneHCID 146427864-Benzylthio-2-oxo-2H-pyran

生成物 1

HCID 200635452-Benzylthionaphthacene-5,12-dione

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 46851,4-Dichlorobenzene溶媒

反応条件

温度
180 °C

実験手順

A mixture of 0.27 g (0.0012 mol) of 4-benzylthio-2-oxo-2H-pyrane, 0.25 g (0.0012 mol) of 1,4-anthraquinone and 0.10 g (0.0012 mol) of MnO2 in 5 ml of dichlorobenzene is heated for 24 hours under reflux (180° C.), then cooled and chromatographed over silica gel. Using cyclohexane as eluant, dichlorbenzene is first extracted, then the crude product is chromatographed with CH2Cl2. The pre-purified product is chromatographed once more, using CH2Cl2 as eluant, and the solvent is removed by evaporation. Yield: 0.09 g (20%). Melting point: 200°-203° C.

後処理

  1. temperatureis heated for 24 hours
  2. temperaturecooled
  3. customchromatographed over silica gel
  4. extractionUsing cyclohexane as eluant, dichlorbenzene is first extracted
  5. customthe crude product is chromatographed with CH2Cl2
  6. customThe pre-purified product is chromatographed once more
  7. customthe solvent is removed by evaporation

出典と根拠

ORDレコード
ord-31ac7a23f62340e896052fd1f43801c3
出典データセット
uspto-grants-1991_04
特許番号
US05004814

関連ノート

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